Technically speaking, I am the only "natural person" in both entities. 

This is merely the nature of the business. 2.  

Condotels that allow short term rentals, are considered to be non-warrantable condos for the single fact amongst a few others, that they are transient in nature, similar to a hotel.

Because I launched it as a Regulation A+ offering and to do so needed to incorporate it as a new entity. 

The hard point with an adaptive reuse is when you need to incorporate the appropriate staff for the extended stay hotel angle you need the property setup (reservation desk, offices, etc...), additionally there is a marketing aspect to target the people who would be utilizing the short term stay yet longer than you would with a traditional extended stay hotel. 

I personally own a personal home for the past 7 years so I kind of understand what can go wrong and things of that nature besides being a landlord, I never rented where I live just yet.i do agree with you, I’m still okay with going after a single family especially if it’s a great deal, why pass on it but, I do want to take it easy whether it is a single family or not, a duplex would still be a little considered easier compared to like a triplex or a quad. 

Do not invest in any city on Neighborhood Scouts’ list of the 100 most dangerous US cities.Low risk of a natural disaster: I frequently read of entire cities devastated by a natural disaster.

I was unable to get any deals due to the nature of the divorce process but now that is over and I am ready to invest flip, sell, and also buy and retain for BRRR. 

Make sure the listing has an Instagrammable space with a unique hashtag incorporated in it so the social media posts increase.Happy to share some more ideas...this is off the top of my head.

Unless someone has a large backing of investors, conventional financing will be hard to find for a project of this nature.